Nitric Acid → Methyl 5-methanesulfonyl-4-(4-nitro-3-pentafluorosulfanylphenoxy)-2-methylbenzoate

HRID 2358481Notes

Reaction equation

HRID 2358481 reaction equation
[CH3:1][S:2]([C:5]1[C:6]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([S:23]([F:28])([F:27])([F:26])([F:25])[F:24])[CH:18]=2)=[CH:7][C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11])(=[O:4])=[O:3].[N+:29]([O-])([OH:31])=[O:30]>>[CH3:1][S:2]([C:5]1[C:6]([O:16][C:17]2[CH:22]=[CH:21][C:20]([N+:29]([O-:31])=[O:30])=[C:19]([S:23]([F:27])([F:26])([F:28])([F:24])[F:25])[CH:18]=2)=[CH:7][C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11])(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 11704977Methyl 5-methanesulfonyl-2-methyl-4-(3-pentafluorosulfanylphenoxy)benzoate

Product 1

HCID 11648857Methyl 5-methanesulfonyl-4-(4-nitro-3-pentafluorosulfanylphenoxy)-2-methylbenzoate

Procedure

3.50 g of methyl 5-methanesulfonyl-2-methyl-4-(3-pentafluorosulfanyl-phenoxy)benzoate were dissolved at −40° C. in 100 ml of 90% HNO3. The mixture was stirred at this temperature for 10 minutes and then the mixture was poured onto 800 g of ice. This mixture was stirred for 10 minutes and the product was subsequently filtered off with suction. 3.89 g of a pale yellow solid were obtained, mp 145-148° C. (with decomposition).

Workup

  1. stirringThis mixture was stirred for 10 minutes
  2. filtrationthe product was subsequently filtered off with suction

Sources & evidence

ORD record
ord-f2cb619035034ffea3d9ae59812beeb3
Source dataset
uspto-grants-2010_07
Patent number
US07763661B2

Reaction notes

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